There are 7 ways to get from Chicago to Orlando by plane, bus (Greyhound, Flixbus), train (Amtrak), car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago Midway International Airport to Orlando
best- Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane MDW - MCO
4h 28m$194–487Fly Chicago O'Hare International Airport to Orlando
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane ORD - MCO
4h 48m$74–417Bus
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus Greyhound US0100
- Take the bus from Atlanta Bus Station to Orlando Bus Stationbus FlixBus N2401 / ...
24h 50m$172–286Train (Amtrak)
- Take the train from Chicago Union Station to Orlandotrain Floridian
38h 25m$440–1,000Drive 1,103.8 mi
- Drive from Chicago to Orlandocar 1,103.8 mi
19h 39m$202–291Train to General Mitchell International Airport, fly to Orlando
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Orlando (MCO)plane MKE - MCO
6h 7m$436–1,164Train to South Bend, fly to Orlando Sanford
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Orlando Sanford (SFB)plane SBN - SFB
5h 57m$175–591
Chicago to Orlando by bus
Comparing Your Travel Options
The cheapest way to get from Chicago to Orlando is to fly which costs $70 - $420 and takes 4h 48m.
The fastest way to get from Chicago to Orlando is to fly which takes 4h 28m and costs $190 - $490.
No, there is no direct bus from Chicago station to Orlando station. However, there are services departing from Chicago Bus Station and arriving at Orlando Bus Station via Atlanta Bus Station. The journey, including transfers, takes approximately 24h 50m.
Yes, there is a direct train departing from Chicago Union Station station and arriving at Orlando. Services depart once daily, and operate every day. The journey takes approximately 38h 25m.
The distance between Chicago and Orlando is 1014 miles. The road distance is 1110.2 miles.
The best way to get from Chicago to Orlando without a car is to bus which takes 24h 50m and costs $170 - $290.
It takes approximately 4h 28m to get from Chicago to Orlando, including transfers.
Chicago to Orlando bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Orlando train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Orlando is to fly which takes 4h 28m and costs $190 - $490. Alternatively, you can bus, which costs $170 - $290 and takes 24h 50m, you could also train, which costs $440 - $1,000 and takes 38h 25m.
What companies run services between Chicago, IL, USA and Orlando, FL, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to Orlando (MCO) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Orlando Bus Station via Atlanta Bus Station in around 24h 50m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Orlando via Nashville
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $120–600
Flights from General Mitchell International Airport to Orlando
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $140–700
Flights from General Mitchell International Airport to Orlando via Nashville
- Ave. Duration
- 4h 42m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $140–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Orlando
- Ave. Duration
- 38h 25m
- Frequency
- Once daily
- Estimated price
- $440–1,000
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–50
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- 4 times a day
- Estimated price
- $110–180
- Website
- Greyhound
Bus from Atlanta Bus Station to Orlando Bus Station
- Ave. Duration
- 9h 50m
- Frequency
- Once daily
- Estimated price
- $65–110
- Website
- Greyhound
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
Booking & Getting There
Chicago to Orlando bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.
Orlando is 1h ahead of Chicago. It is currently 5:41 PM in Chicago and 6:41 PM in Orlando.
Chicago to Orlando train services, operated by Amtrak, arrive at Orlando station.
Yes, the driving distance between Chicago to Orlando is 1110 miles. It takes approximately 19h 39m to drive from Chicago to Orlando.
Book your Chicago to Orlando train tickets online with Omio.
Book your Chicago to Orlando bus tickets online with Omio and FlixBus.
There are 1952+ hotels available in Orlando.





